Publication | Closed Access
Redox Active Sodium Iodide/Recyclable Heterogeneous Solid Acid: An Efficient Dual Catalytic System for Electrochemically Oxidative α‐C−H Thiocyanation and Sulfenylation of Ketones
70
Citations
40
References
2017
Year
Redox CatalystChemical EngineeringEngineeringOrganic ElectrochemistryProton CatalystMolecular ElectrochemistryElectrosynthesisCatalytic SynthesisOrganometallic ElectrochemistryOrganic ChemistryCatalysisRedox ChemistryChemistryCascade α‐HalogenationElectrochemistry
Abstract An efficient electrochemically oxidative α‐C−H thiocyanation and sulfenylation of ketones has been developed in a simple undivided cell under constant current condition. The electrochemistry performs using NaI as the redox catalyst and heterogeneous solid salt Amberlyst‐15(H)® (A‐15(H)) as proton catalyst without the addition of external conductive salts. The protocol proved to be practical since the solid salt could be reused in up to five consecutive gram‐scale runs without significant decrease in efficiency. Control experiments and cyclic voltammetry analysis disclose that the reaction proceeds likely via a cascade α‐halogenation and subsequent thiocyanation or sulfenylation. magnified image
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